2-Pentanol
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChIKey: JYVLIDXNZAXMDK-UHFFFAOYSA-N
- CAS Registry Number: 6032-29-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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- Other names: sec-Amyl alcohol; sec-Pentanol; Methylpropylcarbinol; 1-Methyl-1-butanol; 1-Methylbutanol; 2-Pentyl alcohol; n-C3H7CH(OH)CH3; Pentanol-2; Pentan-2-ol; sec-n-Amyl alcohol; Isoamyl alcohol, secondary; sec-Pentyl alcohol
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Normal boiling point
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
Tboil (K) | Reference | Comment |
---|---|---|
392.1 | Weast and Grasselli, 1989 | BS |
391.4 | Mislow, O'Brien, et al., 1962 | Uncertainty assigned by TRC = 1. K; TRC |
391.15 | Evans and Huston, 1959 | Uncertainty assigned by TRC = 2. K; TRC |
388.2 | Goering and McCarron, 1956 | Uncertainty assigned by TRC = 3. K; TRC; Data excluded from overall average |
391.15 | Abe, Ishisaka, et al., 1955 | Uncertainty assigned by TRC = 4. K; TRC |
392.45 | Bremner and Keeys, 1955 | Uncertainty assigned by TRC = 1. K; TRC |
392.45 | Pomerantz, Fookson, et al., 1954 | Uncertainty assigned by TRC = 0.3 K; TRC |
392.15 | Haszeldine, 1953 | Uncertainty assigned by TRC = 1. K; TRC |
392.35 | McKenna, Tartar, et al., 1953 | Uncertainty assigned by TRC = 0.5 K; TRC |
391.65 | Zeiss and Tsutsui, 1953 | Uncertainty assigned by TRC = 1. K; TRC |
392.65 | Cook, 1952 | Uncertainty assigned by TRC = 0.5 K; TRC |
390.4 | Pines, Rudin, et al., 1952 | Uncertainty assigned by TRC = 2. K; TRC |
392.35 | Pichler, Ziesecke, et al., 1950 | Uncertainty assigned by TRC = 0.5 K; TRC |
392.95 | Lecat, 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
364.15 | Schuerch and Huntress, 1949 | Uncertainty assigned by TRC = 2. K; TRC; Data excluded from overall average |
392.5 | Bremner and Keeys, 1947 | Uncertainty assigned by TRC = 1. K; TRC |
392. | Scattergood, Miller, et al., 1945 | Uncertainty assigned by TRC = 0.5 K; TRC |
392.65 | Barrow and Atkinson, 1939 | Uncertainty assigned by TRC = 1. K; TRC |
392.6 | Ginnings and Baum, 1937 | Uncertainty assigned by TRC = 0.5 K; TRC |
392.15 | Kohlraush and Koppl, 1933 | Uncertainty assigned by TRC = 1. K; TRC |
392.7 | Ellis and Reid, 1932 | Uncertainty assigned by TRC = 0.3 K; TRC |
393. | Timmermans and Hennaut-Roland, 1932 | Uncertainty assigned by TRC = 0.1 K; TRC |
392.15 | Graves, 1931 | Uncertainty assigned by TRC = 1. K; TRC |
392.45 | Lecat, 1930 | Uncertainty assigned by TRC = 0.4 K; not clear that this is a new measurement; TRC |
392.15 | Senderens and Aboulenc, 1930 | Uncertainty assigned by TRC = 2. K; TRC |
392.15 | Levene and Haller, 1929 | Uncertainty assigned by TRC = 2. K; TRC |
392.45 | Malone and Reid, 1929 | Uncertainty assigned by TRC = 0.5 K; TRC |
392. | Sherrill, Baldwin, et al., 1929 | Uncertainty assigned by TRC = 1.5 K; TRC |
391. | Sherrill, Baldwin, et al., 1929 | Uncertainty assigned by TRC = 1. K; TRC |
400.65 | Garner, McKie, et al., 1927 | Uncertainty assigned by TRC = 3. K; TRC; Data excluded from overall average |
392.15 | Kirkpatrick, 1927 | Uncertainty assigned by TRC = 1. K; TRC |
392.36 | Norris and Cortese, 1927 | Uncertainty assigned by TRC = 0.2 K; TRC |
392.15 | Parks and Huffman, 1927 | Uncertainty assigned by TRC = 2. K; TRC |
392.15 | Munch, 1926 | Uncertainty assigned by TRC = 1. K; TRC |
392.15 | Faillebin, 1925 | Uncertainty assigned by TRC = 1. K; TRC |
392.35 | Clough and Johns, 1923 | Uncertainty assigned by TRC = 0.5 K; TRC |
392.15 | Wood and Scarf, 1923 | Uncertainty assigned by TRC = 1. K; TRC |
392.05 | Willcox and Brunel, 1916 | Uncertainty assigned by TRC = 0.5 K; TRC |
393.65 | Vavon, 1914 | Uncertainty assigned by TRC = 2. K; TRC |
393.15 | Pickard and Kenyon, 1911 | Uncertainty assigned by TRC = 2. K; TRC |
392.15 | Pickard and Kenyon, 1911 | Uncertainty assigned by TRC = 1. K; TRC |
391.15 | Sabatier and Senderens, 1903 | Uncertainty assigned by TRC = 1. K; TRC |
392.15 | Linnemann, 1876 | Uncertainty assigned by TRC = 2. K; TRC |
References
Go To: Top, Normal boiling point, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Mislow, O'Brien, et al., 1962
Mislow, K.; O'Brien, R.E.; Schaefer, H.,
Stereochemistry of (+)-(s)-2-propanol-1-d(3) partial asymmetric reduction of 4',1"-dimethyl-1,2,3,4-dibenzcyclohepta-1,3-diene-6-one,
J. Am. Chem. Soc., 1962, 84, 1940-4. [all data]
Evans and Huston, 1959
Evans, F.E.; Huston, R.C.,
J. Org. Chem., 1959, 24, 1178. [all data]
Goering and McCarron, 1956
Goering, H.L.; McCarron, F.H.,
J. Am. Chem. Soc., 1956, 78, 2270-4. [all data]
Abe, Ishisaka, et al., 1955
Abe, K.; Ishisaka, T.; Onda, M.; Kuje, K.; Hiraki, S.; Tsukamoto, Y.,
Yakugaku Zasshi, 1955, 75, 888. [all data]
Bremner and Keeys, 1955
Bremner, J.G.M.; Keeys, R.K.F.,
The Hydrogenation of Furfuraldehyde to Furfuryl Alcohol and Sylvan (2-methylfuran),
J. Chem. Soc., 1955, 1955, 1068. [all data]
Pomerantz, Fookson, et al., 1954
Pomerantz, P.; Fookson, A.; Mears, T.W.; Rothberg, S.; Howard, F.L.,
Synth. and Phys. Prop. of Several Aliphatic and Alicyclic Hydrocarbons hydrocarbons,
J. Res. Natl. Bur. Stand. (U. S.), 1954, 52, 59-65. [all data]
Haszeldine, 1953
Haszeldine, R.N.,
J. Chem. Soc., 1953, 1953, 1757. [all data]
McKenna, Tartar, et al., 1953
McKenna, F.E.; Tartar, H.V.; Lingafelter, E.C.,
Studies of hemiacetal formation in alcohol - aldehyde systems: II refraction studies,
J. Am. Chem. Soc., 1953, 75, 604-7. [all data]
Zeiss and Tsutsui, 1953
Zeiss, H.H.; Tsutsui, M.,
The Carbon-Oxygen Absorption Band in the Infrared Spectra of Alcohols,
J. Am. Chem. Soc., 1953, 75, 897. [all data]
Cook, 1952
Cook, N.C.,
, Unpublished, Final Rep. Stand. Proj. on Oxygenated Compounds, Penn. State Univ., College Park, PA, 1952. [all data]
Pines, Rudin, et al., 1952
Pines, H.; Rudin, A.; Ipatieff, V.N.,
Investigation of the preparation of bromides from 1-, 2- and 3-pentanol systhesis of pure bromopentanes,
J. Am. Chem. Soc., 1952, 74, 4063-7. [all data]
Pichler, Ziesecke, et al., 1950
Pichler, H.; Ziesecke, K.H.; Traeger, B.,
The Oxygen-containing Compounds, Especially Alcohols, Formed in Isosynthesis,
Brennst.-Chem., 1950, 31, 361. [all data]
Lecat, 1949
Lecat, M.,
Tables Azeotropiques, Vol. 1, 10th ed., Brussels, Belgium, 1949. [all data]
Schuerch and Huntress, 1949
Schuerch, C.; Huntress, E.H.,
The Schmidt Reaction II. A New Rearangement Obseved during Degradation of Triethylacetic Acid,
J. Am. Chem. Soc., 1949, 71, 2238. [all data]
Bremner and Keeys, 1947
Bremner, J.G.M.; Keeys, R.K.F.,
The hydrogenation of furfuraldehyde to furfuryl alcohol and sylvan (2- methylfuran),
J. Chem. Soc., 1947, 1947, 1068. [all data]
Scattergood, Miller, et al., 1945
Scattergood, A.; Miller, W.H.; Gammon, J., Jr.,
New Aliphatic Borates,
J. Am. Chem. Soc., 1945, 67, 2150. [all data]
Barrow and Atkinson, 1939
Barrow, F.; Atkinson, R.G.,
J. Chem. Soc., 1939, 1939, 638. [all data]
Ginnings and Baum, 1937
Ginnings, P.M.; Baum, R.,
Aqueous Solubilities of the Isomeric Pentanols,
J. Am. Chem. Soc., 1937, 59, 1111-1113. [all data]
Kohlraush and Koppl, 1933
Kohlraush, K.W.F.; Koppl, F.,
Monatsh. Chem., 1933, 63, 255. [all data]
Ellis and Reid, 1932
Ellis, L.M.; Reid, E.E.,
The Preparation and Properties of A Double Series of Aliphatic Mercaptans,
J. Am. Chem. Soc., 1932, 54, 1674. [all data]
Timmermans and Hennaut-Roland, 1932
Timmermans, J.; Hennaut-Roland, M.,
The Work of the International Bureau of Physical-Chemical Standards. V. Study of the Physical Constants of Twenty Organic Compounds.,
J. Chim. Phys. Phys.-Chim. Biol., 1932, 29, 529-68. [all data]
Graves, 1931
Graves, G.D.,
Ind. Eng. Chem., 1931, 23, 1381. [all data]
Lecat, 1930
Lecat, M.,
Azeotropism in Binary Mixtures Containing an Alcohol Mixed with an amine, a nitro derivative, an ether or water.,
Z. Anorg. Allg. Chem., 1930, 186, 119. [all data]
Senderens and Aboulenc, 1930
Senderens, J.B.; Aboulenc, J.,
C. R. Hebd. Seances Acad. Sci., 1930, 190, 150. [all data]
Levene and Haller, 1929
Levene, P.A.; Haller, H.L.,
The Configurational Relationship of 3-Hydroxybutyric Acid and 3-Chlorobutyric Acid Woth a Further Note on the Configurational Rela- tionship of 3-Hydroxybutyric Acid and Methylpropylcarbinol,
J. Biol. Chem., 1929, 81, 425. [all data]
Malone and Reid, 1929
Malone, G.B.; Reid, E.E.,
The regularities in the melting points of some crystalline derivatives of various aliphatic alcohols,
J. Am. Chem. Soc., 1929, 51, 3424-7. [all data]
Sherrill, Baldwin, et al., 1929
Sherrill, M.L.; Baldwin, C.; Haas, D.,
Isomers of 2-pentene: II pentene-2 from 2-bromopentane and from 2-pentanol,
J. Am. Chem. Soc., 1929, 51, 3034-41. [all data]
Garner, McKie, et al., 1927
Garner; McKie; Knight,
J. Phys. Chem., 1927, 31, 641. [all data]
Kirkpatrick, 1927
Kirkpatrick,
Chem. Metall. Eng., 1927, 34, 276. [all data]
Norris and Cortese, 1927
Norris, J.F.; Cortese, F.,
The reactivity of atoms and groups in organic compounds: II. second contribution on the relative reactivities of the hydroxyl-hydrogen atoms in certain alcohols,
J. Am. Chem. Soc., 1927, 49, 2640-50. [all data]
Parks and Huffman, 1927
Parks, G.S.; Huffman, H.M.,
I. the transition between the glassy and liquid states in the case of some simple organic compounds,
J. Phys. Chem., 1927, 31, 1842-55. [all data]
Munch, 1926
Munch, J.C.,
The Refractometric Determination of Alcohols and Esters in Aqueous and in Cottonseed Oil Solutions,
J. Am. Chem. Soc., 1926, 48, 994-1003. [all data]
Faillebin, 1925
Faillebin, M.,
Ann. Chim. (Paris), 1925, 4, 156. [all data]
Clough and Johns, 1923
Clough, W.W.; Johns, C.O.,
Higher Alcohols from Petroleum Olefins,
Ind. Eng. Chem., 1923, 15, 1030. [all data]
Wood and Scarf, 1923
Wood, C.E.; Scarf, F.,
J. Soc. Chem. Ind., London, Trans. Commun., 1923, 42, 13. [all data]
Willcox and Brunel, 1916
Willcox, M.; Brunel, R.F.,
J. Am. Chem. Soc., 1916, 38, 1821. [all data]
Vavon, 1914
Vavon, G.,
Hydrogeneration catalyst in the presence of platinum blacks. Transformation of aldehydes and ketones to alcohols,
Ann. Chim. (Paris), 1914, 1, 144-200. [all data]
Pickard and Kenyon, 1911
Pickard, R.H.; Kenyon, J.,
J. Chem. Soc., 1911, 99, 45. [all data]
Sabatier and Senderens, 1903
Sabatier, P.; Senderens, J.B.,
C. R. Hebd. Seances Acad. Sci., 1903, 137, 302. [all data]
Linnemann, 1876
Linnemann, E.,
Chem. Ber., 1876, 9, 924. [all data]
Notes
Go To: Top, Normal boiling point, References
- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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